Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C13H14O4S |
| Molecular Weight | 266.313 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=O)C(=CC1=CC=C(C=C1)S(C)(=O)=O)C(C)=O
InChI
InChIKey=CAWYWWPWSAMGBV-UHFFFAOYSA-N
InChI=1S/C13H14O4S/c1-9(14)13(10(2)15)8-11-4-6-12(7-5-11)18(3,16)17/h4-8H,1-3H3
| Molecular Formula | C13H14O4S |
| Molecular Weight | 266.313 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Orazipone (also known as OR-1384 or OR-1958) was developed by Orion Company as thiol-modulating, anti-inflammatory agent. Orazipone inhibits activation of inflammatory transcription factors nuclear factor-kappa B and signal transducer and activator of transcription 1 and decreases inducible nitric-oxide synthase expression and nitric oxide production in response to inflammatory stimuli. This drug had completed phase I clinical studies in Finland for possible use in inflammatory bowel disease, asthma, and chronic obstructive pulmonary disease. In addition, orazipone was studied for the treatment of Crohn's disease. However, all these studies were discontinued.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Orazipone inhibits activation of inflammatory transcription factors nuclear factor-kappa B and signal transducer and activator of transcription 1 and decreases inducible nitric-oxide synthase expression and nitric oxide production in response to inflammatory stimuli. | 2008-02 |
|
| Orazipone, a locally acting immunomodulator, ameliorates intestinal radiation injury: a preclinical study in a novel rat model. | 2006-10-01 |
|
| Novel sulfhydryl-reactive compounds orazipone and OR-1958 inhibit cytokine production and histamine release in rat and human mast cells. | 2005-01 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:06:27 GMT 2025
by
admin
on
Mon Mar 31 18:06:27 GMT 2025
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| Record UNII |
64R9Y5FE39
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| Record Status |
Validated (UNII)
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| Record Version |
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Preferred Name | English | ||
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NCI_THESAURUS |
C308
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C502617
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100000083343
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C90815
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TARGET -> INHIBITOR |
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ACTIVE MOIETY |
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